Brønsted Acid-Catalyzed Cyclization of β-Amino-1,4-enols to Oxazol-2(3H)-ones and 5-Alkenyloxazolidin-2-ones

Yichao Zhao, Stuart Adam Henry, Jianwen Jin, Guy James Clarkson, Philip Wai Hong Chan

Research output: Contribution to journalArticleResearchpeer-review

Abstract

A synthetic method to prepare oxazol-2(3H)-ones and 5-alkenyloxazolidin-2-ones efficiently that relies on a Brønsted acid-catalyzed cyclization of the respective secondary and tertiary β-amino-1,4-enols in ethanol is described. The reaction did not require the exclusion of air or moisture.

Original languageEnglish
Pages (from-to)1029-1032
Number of pages4
JournalAsian Journal of Organic Chemistry
Volume8
Issue number7
DOIs
Publication statusPublished - Jul 2019

Keywords

  • alcohols
  • Brønsted acids
  • cyclization
  • heterocycles
  • synthetic methods

Cite this

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title = "Br{\o}nsted Acid-Catalyzed Cyclization of β-Amino-1,4-enols to Oxazol-2(3H)-ones and 5-Alkenyloxazolidin-2-ones",
abstract = "A synthetic method to prepare oxazol-2(3H)-ones and 5-alkenyloxazolidin-2-ones efficiently that relies on a Br{\o}nsted acid-catalyzed cyclization of the respective secondary and tertiary β-amino-1,4-enols in ethanol is described. The reaction did not require the exclusion of air or moisture.",
keywords = "alcohols, Br{\o}nsted acids, cyclization, heterocycles, synthetic methods",
author = "Yichao Zhao and Henry, {Stuart Adam} and Jianwen Jin and Clarkson, {Guy James} and Chan, {Philip Wai Hong}",
year = "2019",
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language = "English",
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Brønsted Acid-Catalyzed Cyclization of β-Amino-1,4-enols to Oxazol-2(3H)-ones and 5-Alkenyloxazolidin-2-ones. / Zhao, Yichao; Henry, Stuart Adam; Jin, Jianwen; Clarkson, Guy James; Chan, Philip Wai Hong.

In: Asian Journal of Organic Chemistry, Vol. 8, No. 7, 07.2019, p. 1029-1032.

Research output: Contribution to journalArticleResearchpeer-review

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AU - Zhao, Yichao

AU - Henry, Stuart Adam

AU - Jin, Jianwen

AU - Clarkson, Guy James

AU - Chan, Philip Wai Hong

PY - 2019/7

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AB - A synthetic method to prepare oxazol-2(3H)-ones and 5-alkenyloxazolidin-2-ones efficiently that relies on a Brønsted acid-catalyzed cyclization of the respective secondary and tertiary β-amino-1,4-enols in ethanol is described. The reaction did not require the exclusion of air or moisture.

KW - alcohols

KW - Brønsted acids

KW - cyclization

KW - heterocycles

KW - synthetic methods

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